As college campuses expand co-curricular approaches to civic engagement, faculty and staff are challenged to consider how to develop and support students' online civic engagement through experimental programming. This essay focuses on the instructive component of conversing in online spaces by offering recommendations for assisting students' online civic engagement through strengthening their abilities to enact civility online, recognize and respond to polarization, and navigate today's media ecosystem. Grounded in literature, this essay suggests that by participating in these activities, students become familiar with diverse viewpoints, learn strategies for engaging in heterogeneous conversations, achieve media literacy and source criticism skills, and discover how to respond to misinformation. Faculty and staff can replicate the experimental programming ideas provided in this essay to help students prepare for meaningful participation in civic and political life.